DE43644C - Process for the preparation of red dyes by the action of the tetrazo compounds of diamidotriphenylmethane and its homologues on / 9-naphtholedisulfonic acid R - Google Patents
Process for the preparation of red dyes by the action of the tetrazo compounds of diamidotriphenylmethane and its homologues on / 9-naphtholedisulfonic acid RInfo
- Publication number
- DE43644C DE43644C DENDAT43644D DE43644DA DE43644C DE 43644 C DE43644 C DE 43644C DE NDAT43644 D DENDAT43644 D DE NDAT43644D DE 43644D A DE43644D A DE 43644DA DE 43644 C DE43644 C DE 43644C
- Authority
- DE
- Germany
- Prior art keywords
- action
- homologues
- diamidotriphenylmethane
- acid
- naphtholedisulfonic
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 title claims description 3
- 239000002253 acid Substances 0.000 title claims 2
- 239000001044 red dye Substances 0.000 title 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims 1
- 239000011888 foil Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- HUMNYLRZRPPJDN-UHFFFAOYSA-N Benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- 229940095076 benzaldehyde Drugs 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CSPTZWQFHBVOLO-UHFFFAOYSA-N 4-phenyldiazenylbenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N=NC1=CC=CC=C1 CSPTZWQFHBVOLO-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N Triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/205—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene
- C09B35/21—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of a diaryl- or triaryl- alkane or-alkene of diarylmethane or triarylmethane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Description
KAISERLICHES |IMPERIAL |
% PATENTAMT % PATENT OFFICE
PATENTSCHRIFTPATENT LETTERING
KLASSE 22: Farbstoffe, Firnisse, Lacke.CLASS 22: dyes, varnishes, lacquers.
Patentlrt im Deutschen Reiche vom i. November 1887 ab.Patent in the German Empire from i. November 1887.
Die Bildung des Diamidotriphenylmethans geschieht sehr glatt nach der Methode von Ulimann (Bcr. d. d. ehem. Ges. XVIII, 2094) oder der von Mazzara (ibid. XVIII, S. 334) durch mehrstündiges Erhitzen von 1 Molecül Benzaldehyd, 2 Molecülcn Anilin und concenu'irter Salzsäure. Die Homologen aus den Toluiuinen, Xylidincn und Cumidinen lassen sich in gleicher Weise leicht erhalten. Zu gemischten Homologen des Triphenylmcthans gelangt man, wenn man die aus ,1 Molecül Benzaldehyd und 1 Molecül Aminbasc entstehenden Bcnzvlidenvcrbindungen mit 1 Molecül des Chlorhydrats einer anderen Base erhitzt. Die Tclrazo.verbindungen dieser Basen vereinigen sich mit 2 Molecülcn ß-Naphtoldisulfosiiurc .11 in alkalischer oder neutraler Lösung zu rothen AzoiarbsiofTcn, welche Wolle langsam und gleichmäßig anfärben und auf Baumwolle mittelst Beizen hxirt werden können.The formation of diamidotriphenylmethane happens very smoothly according to the method of Ulimann (Bcr. D. D. Former Ges. XVIII, 2094) or that of Mazzara (ibid. XVIII, p. 334) by heating 1 molecule of benzaldehyde, 2 molecules of aniline and concentrated for several hours Hydrochloric acid. Let the homologues from the toluins, xylidines and cumidines easily preserved in the same way. To mixed homologues of triphenyl methane you get when you get the resulting from 1 Molecül benzaldehyde and 1 Molecül Aminbasc Intermediate compounds are heated with 1 molecule of the hydrochloride of another base. The Tclrazo.verbindungen of these bases combine with 2 Molecülcn ß-Naphtholdisulfosiiurc .11 in alkaline or neutral solution to red azoic acid, which wool slowly and dye evenly and on cotton can be hardened by means of pickling.
Beispie! ; 27,^ kg Diamidotriphenyimethan weiV.cn iu 300 1 Wasser unter Zusatz von 55 l;g concentriner Salzsäure gelöst und unter Eiskühlung mit 14 kg Naifiumnitrit in 60 1 Walser gelöst. Die klare Lösung der Tctrazoverbmdung läfst man in eine Lösung von 70 kg ß-naphtoldisuifosaurem Natrium in 700 1 Wasser und 25 kg Soda einlaufen. Der sofort entstehende Farbstoff wird ausgesalzen, fihrirt und getrocknet. Er färbt etwas blauer als Ponceau R.Example! ; 27, ^ kg diamidotriphenymethane weiV.cn iu 300 l of water with the addition of 55 l; g of concentrated hydrochloric acid dissolved and below Ice cooling with 14 kg Naifium nitrite in 60 1 Walser solved. The clear solution of the Tctrazo connection it is poured into a solution of 70 kg of ß-naphtoldisulfosaurem sodium in 700 liters Pour in water and 25 kg of soda. The dye which arises immediately is salted out and dried. It colors a little bluer than Ponceau R.
Die Farbstoffe aus den homologen Tctrazodcrivatcn werden auf ganz gleiche Weise drrgestellt, indem man statt 27,5 kg' Diamidotriphenyimethan die äquivalente Menge der betreflenden Base verwendet; die daraus erhaltenen Farbstoffe sind im Allgemeinen von um so blauerer Nuance, je höher der Kohlenstoffgehalt der beireffenden Base ist.The dyes from the homologous tetrazodine derivatives are produced in exactly the same way, instead of 27.5 kg of diamidotriphenymethane, the equivalent amount of the Base used; the dyes obtained therefrom are generally of the bluer the shade, the higher the carbon content the referring base.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE43644C true DE43644C (en) |
Family
ID=318946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT43644D Expired - Lifetime DE43644C (en) | Process for the preparation of red dyes by the action of the tetrazo compounds of diamidotriphenylmethane and its homologues on / 9-naphtholedisulfonic acid R |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE43644C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2791580A (en) * | 1954-07-26 | 1957-05-07 | Basf Ag | Red disazo dyestuff |
-
0
- DE DENDAT43644D patent/DE43644C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2791580A (en) * | 1954-07-26 | 1957-05-07 | Basf Ag | Red disazo dyestuff |
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